Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Improved Procedures for the Syntheses of Pyrido- and Pyrrolo[2, 3-d]pyrimidines, and Ribosides Thereof
伊東 常男/ 石川 一郎川原 徳夫水野 義久本間 良夫穂積 本男小倉 治夫Haruo OGURA
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1989 年 37 巻 12 号 p. 3184-3190

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Pyrido[2, 3-d]pyrimidines were obtained by treatment of 6-allylaminouracils with PdCl2 at 60 °C, under which conditions the yields of the products were improved to a considerable extent as compared with our previously reported reaction. Pyrrolo[2, 3-d]pyrimidines were prepared under the above conditions from 6-(N-allyl-N-methylamino)uracils which were substituted with a methyl group at 6-NH of uracil. In addition, pyrido- and pyrrolo[2, 3-d]pyrimidine nucleosides were prepared from 6-(substituted allyl- or N-allyl-N-methylamino)uridines by adaptation of the above method. That is, the presence or absence of a substituent on the 6-amino group influences the size of ring formed. We proposed plausible pathways to explain why products having different ring sizes were formed.
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© The Pharmaceutical Society of Japan
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